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$999,900
2 Beds ⋅ 1 Baths
Enjoy Okauchee Lake living from this exposed ranch offering approximately 63 feet of lake frontage and a beautifully situated 0.33-acre lot. The main level features a spacious living room with fireplace, dining area, kitchen, sunroom, full bath and two bedrooms, including one currently used as an office. The walkout lower level offers a finished rec room, half bath and direct access to the patio and shoreline. Relax or entertain from the lakeside deck and patio while taking in peaceful water views surrounded by recently completed professional landscaping. An attached 2-car garage, central air and convenient Lake Country location complete this inviting waterfront property.

N52W34241 Gietzen Dr, Oconomowoc

Listing courtesy of Century 21 Benefit Realty-LC.

$269,900
2 Beds ⋅ 1 Baths
Welcome to this charming Cape Cod just blocks from Downtown Oconomowoc! This beautiful 2-bedroom, 1-bath home offers timeless character, comfortable living spaces, and an unbeatable location. Enjoy easy access to downtown restaurants, shops, entertainment, parks, and all that Oconomowoc has to offer. Whether you're looking for a place to call home or a smart investment opportunity, this property offers excellent flexibility and potential. A wonderful opportunity to own in a highly desirable Oconomowoc location! Updates include Kitchen Faucet (2026), Front/Back door and strom door (2025), Siding (2024), Roof (2022), Bathroom (2019), Carpet and closet doors in both bedrooms (2019), Wine Bar (2018), AC unit (2017).

334 W 2nd St, Oconomowoc

Listing courtesy of Keller Williams Realty-Lake Country.

$349,999
3 Beds ⋅ 2 Baths
A 3-bedroom, 2-full-bath ranch offering an exciting opportunity to create a home that reflects your style while adding value along the way. Conveniently located near Fowler Park, Fowler Lake, and Downtown Oconomowoc. The roof was replaced in 2023, a water filtration system has been added, and select plumbing has been updated. This home is being sold AS-IS. Schedule your tour today!

723 N Roosevelt Ave, Oconomowoc

Listing courtesy of Prolific Realty Group.

$299,000
3 Beds ⋅ 1 Baths
Welcome to the heart of Lake Country! Fully remodeled in 2019, located within walking distance to downtown Oconomowoc, lakes, shops, restaurants, parks, imagination station, the splash pad and Oconomowoc High School. This cozy original farm home was remodeled down to the studs making it easy to move right in. The open main level, first floor laundry, master walk-in closet and newly added half bath give it a modern feel. Perfect for a starter home, someone downsizing or a rental property. The home has operated as a successful Airbnb since 2019 with returning guests in a perfect location. Move right in or start your own turnkey business with the name, future bookings and all furnishings for $360,000.

642 Summit Ave, Oconomowoc

Listing courtesy of Byowner.com.

$489,900
4 Beds ⋅ 2 Baths
Welcome home to this renovated ranch in Oconomowoc Heights near Fowler Lake! This open concept home with vaulted ceilings has been updated throughout! Over 2,100 sq ft of living space with 4 bedrooms and 2.5 baths. The master bedroom has 2 areas with an ensuite private bath. The beautiful kitchen features new quartz countertops, skylights, gas stone fireplace and stainless appliances. Adjacent living room with a natural fireplace. Make it yours today!

924 N Oakwood Ave, Oconomowoc

Listing courtesy of MKE Realty Group LLC.

$539,900
5 Beds ⋅ 2 Baths
Set in one of Oconomowoc's most sought after neighborhoods, this 5 bedroom, 2.5 bath home delivers space, character, and a relaxing backyard retreat! Mature landscaping frames the partial brick exterior, while a private composite deck with a tranquil water feature creates an unforgettable outdoor escape in back. Inside, hardwood floors anchor a large living room and formal dining room, leading to a kitchen with tile flooring, walk in pantry, and built in dining table. The main floor primary suite addition impresses with a vaulted ceiling, fireplace, built ins, walk in closet, and spa like bath. Four generous upper level bedrooms and a partially finished lower level with workshop complete a home that blends comfort, charm, and lasting quality! New roof in 2022. Conveniently located!

1205 Blue Dahlia Rd, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

$354,900
3 Beds ⋅ 1 Baths
Charming 3-bedroom, 1-bath bungalow in a fantastic location just walking distance to downtown Oconomowoc! This well-maintained home features beautiful hardwood floors throughout the main level, a tastefully updated bathroom, and a refreshed kitchen with newer countertops and sink. Recent updates include newer roof, siding, gutters, furnace, and plumbing for added peace of mind. Fresh paint throughout provides a bright, move-in-ready feel. Step outside to enjoy the fenced-in backyard, perfect for pets, play, or entertaining. A wonderful opportunity to own an updated home close to shops, restaurants, parks, and all that downtown Oconomowoc has to offer!

229 S Concord Rd, Oconomowoc

Listing courtesy of Froemming Realty LLC.

$360,000
3 Beds ⋅ 1 Baths
If walkability and being part of the Downtown Oconomowoc community are important to you, this is the house for you! Perfectly perched on Pleasant Street, this charming farmhouse-style home offers character, function and a fantastic location. A dedicated first-floor office keeps you connected to the home while providing a defined workspace. Storage is everywhere, including a walk-in closet, full basement, mudroom with built-ins and a detached garage with additional workshop/storage space at the rear. Step out the back door to a deck and wide-open backyard with plenty of room to relax, garden or entertain. A wonderful opportunity to enjoy the Downtown Oconomowoc lifestyle!

317 E Pleasant St, Oconomowoc

Listing courtesy of Stapleton Realty.

$685,000
4 Beds ⋅ 1 Baths
A distinctive circa 1900 Oconomowoc home, this property blends historic craftsmanship with major modern upgrades! Original woodwork, hardwood floors, leaded glass, and a wraparound porch create timeless charm, while recent investments--including a 2022 roof, 2023 kitchen remodel with quartz and antique copper sink, updated electrical, and new furnace--deliver everyday comfort. Architectural details like nine foot ceilings, crown molding, and a natural fireplace elevate the main level, complemented by a basement rec room with fieldstone walls. Professionally landscaped grounds, Andersen windows, and potential third floor expansion make this a rare opportunity to grow into a beautifully preserved home. Exceptional location is just a short walk to City Beach and downtown Oconomowoc!

605 W Wisconsin Ave, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

$460,000
2 Beds ⋅ 1 Baths
Discover ease of living in this well maintained ranch home on a wooded cul-de-sac. The overhanging roof shelters and extends your welcome! Note hardwood floors throughout and the space saving closets/storage. Step out to the sun-side patio from the modern kitchen featuring black hard surface counter tops with center island, newer appliances and maple cabinetry. Newer roof, gutters and a bonus garage. Please notice completely finished lower level with areas staged for extended hospitality. River Highlands welcomes you!

1326 Orchard Ter, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$389,500
3 Beds ⋅ 2 Baths
Discover this move-in ready 3 bedroom, 2 bath home on a quiet no-through street in the heart of Oconomowoc. Ideally located within walking distance to vibrant downtown, City Beach, the farmers market, elementary school, restaurants, and year round community events. The fully fenced double wide lot offers exceptional outdoor space with firepit and the potential to build an additional garage or outbuilding. Inside, enjoy an updated kitchen with refreshed countertops and newer appliances. 1.5 attached garage with smart enabled door perfect for WI winters. Major improvements include a new roof, gutters, and gutter guards in 2022. New air conditioner and smart thermostat installed in 2024. Don't miss this opportunity to own a well-maintained home in one of Oconomowoc's most desirable locations!

136 S Maple St, Oconomowoc

Listing courtesy of Avanti Realty LLC.

$499,900
4 Beds ⋅ 1 Baths
This spacious and inviting home is filled with natural light and thoughtful spaces designed for both everyday living and relaxation. The living and family rooms feature large windows, creating a bright and welcoming atmosphere. Kitchen offers a convenient breakfast bar and opens to family rm, complete with a natural fireplace to enjoy cozy nights. Spacious three-season rm overlooking large yard makes for a wonderful spot to relax, enjoy the great outdoors and admire the beauty of the apple orchard, sunset, and wildlife. Other features include stainless-steel appl, new floors on main level, new roof, leaf guard, gutters and siding in 2022.With its comfortable living spaces and beautiful outdoor surroundings, this home offers a blend of warmth, charm and space for you to enjoy for years.

686 S Concord Rd, Oconomowoc

Listing courtesy of Expert Realty.

$459,000
3 Beds ⋅ 2 Baths
Location is everything, and this property places you right in the heart of it all: Enjoy a quick walk to downtown Oconomowoc's vibrant shops, dining, and cafes. Minutes from Fowler Lake and Lac La Belle for summer strolls and community events. Step into your private outdoor paradise, meticulously designed for hosting and relaxation with a gourmet outdoor kitchen, firepit lounge, and storage shed. Inside, enjoy absolute peace of mind with recent, high-value upgrades. Brand-new carpet (2026), and LVP, kitchen counters and backsplash (2020), on garage and house brand-new LP smart siding and durable new roof (2022), and two outdoor EV charging stations to name just a few updates. (see upgrade document for full list) Schedule your showing today!

416 E Jefferson St, Oconomowoc

Listing courtesy of Keller Williams-MNS Wauwatosa.

$1,075,000
2 Beds ⋅ 2 Baths
Discover the charm of lake living in this inviting 2-bedroom, 2-bath home on beautiful Okauchee Lake! Nestled on a quiet no-wake bay with 48 feet of frontage, this property offers the perfect balance of relaxation and recreation. Enjoy morning coffee or sunset gatherings on the spacious lakeside deck, entertain on the expansive patio, and take advantage of two private docks for all your boating and water activities. Ample parking, storage sheds, and a private setting make hosting family and friends effortless. Just a short walk or boat ride to all of Okauchee's popular restaurants, parks, and entertainment. This is your opportunity to enjoy the best of Lake Country in a peaceful waterfront retreat. Live where you want to play! 1.5-2 hours to Chicago & 35min to Milwaukee & 45min to Madison

W352N5282 Lake Dr, Oconomowoc

Listing courtesy of First Weber Inc - Delafield.

$594,900
6 Beds ⋅ 2 Baths
Back and Better than Ever! This custom contemporary home is nestled in one of Oconomowoc's highly desirable Fowler Lake area neighborhoods, offering an expansive 3,700+ square feet of living space, It features large bedrooms, Huge closets, two large bathrooms, double sink and dual shower heads in upper bath, and is flooded with natural light, soaring ceilings & architectural details that you don't see often! Private primary bedroom on its own level or guest quarters. Upper lofted rec rm and so much more. Enjoy a Private yard with patio, 10/10 walkability score to all that Downtown and Fowler Park/ lake loop have to offer. If you are looking for wow, come now!

727 E Madison St, Oconomowoc

Listing courtesy of Froemming Realty LLC.

$1,674,900
3 Beds ⋅ 2 Baths
A little bit of everything on Okauchee Lake! Modern contemporary design, nearly an acre wooded level lot and 113 feet of frontage! Plenty of room for the toys with two piers, located just off the main bay! Comfortable radiant in floor heat, new septic system, and a large 3 car garage plus additional parking!

N57W34599 Road G -, Oconomowoc

Listing courtesy of First Weber Inc - Delafield.

$674,900
4 Beds ⋅ 3 Baths
Deeded pier and boat slip on Lac La Belle - Located just steps from the heart of downtown Oconomowoc, this spacious 4-bed, 3-bath home offers the perfect blend of comfort, convenience, and lake-area living. Enjoy lake-access rights to beautiful Lac La Belle, along with a mix of shopping, creative local restaurants, and inclusive community parks within walking distance. The home boasts updated rooms and features, complemented by hardwood floors that add warmth and character throughout. The lakeside living and downtown charm make this one you cannot pass up--come take a tour today!

632 W Wisconsin Ave, Oconomowoc

Listing courtesy of RE/MAX Forward.

$649,900
3 Beds ⋅ 2 Baths
Timeless elegance meets modern convenience in this beautifully updated Victorian in the coveted Merchants Plat neighborhood. This exceptional home showcases exquisite original woodwork & pocket doors along with thoughtful modern updates throughout. The stunning kitchen features custom cabinetry & hardware with butcher block countertops. Upstairs are 3 spacious bedrooms, a convenient laundry in the walk-in closet & 2 full baths. The spa-like bath is complete with a classic clawfoot tub and a luxurious walk-in shower with multiple shower heads. A walk-up storybook attic on the 3rd floor is ready for your touch. Relax in the sunny sunroom or on the deck overlooking the expansive backyard. Newer windows & roof provide added peace of mind. Just steps from City Beach, downtown shopping & more.

520 W Wisconsin Ave, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

$470,000
3 Beds ⋅ 1 Baths
Property is being sold via online auction. Auction runs July 9th thru July 30th. Rare chance to own a prime lakefront property with breath-taking views situated on a stunning 3/4-acre lot on Ashippun Lake. Here's an amazing opportunity to tear down and build your dream home! Enjoy approximately 90 feet of frontage with an expansive building envelope--ideal for constructing a substantial custom home. Existing structure is considered a tear-down, presenting a blank canvas for new construction. The entire lot is usable, flat and has no wetlands, allowing for maximum flexibility in design and footprint. Property is being sold in as-is, where-is condition. Buyer is encouraged to do their due diligence to anything pertinent to Buyer's decision.

N73W36388 S Shore Dr, Oconomowoc

Listing courtesy of HomeBuyers Advantage, LLC.

$450,000
3 Beds ⋅ 1 Baths
Welcome to this impeccably maintained original-owner ranch nestled within the coveted Park View Place neighborhood. Nearly 2,000 square feet of refined living space unfolds across this thoughtfully designed residence featuring 3-bedrooms and an inviting wood-burning fireplace anchoring the spacious living room. The kitchen showcases elegant oak cabinetry complemented by sophisticated Corian countertops while a reverse osmosis water system ensures quality. A convenient bonus family room enhances everyday living and the enchanting screened porch overlooks a breathtakingly private backyard on nearly half an acre. Recent updates include a 2-year-old roof, newer appliances and a 2-car attached garage with updated flooring. Close to Lily Road Park. Photos are Digitally Altered.

1330 Christopher Ct, Oconomowoc

Listing courtesy of Victory Realty Elite.

$2,100,000
3 Beds ⋅ 4 Baths
You will find this home tucked away on a dead-end street, bordering historic Merchants Plat. With three levels of lakeside enjoyment on Lac La Belle, this home has its own sandy beach, 61.5 feet of frontage, and a boathouse renovated in 2011. The setting feels both peaceful and connected, with spaces designed for everyday living, quiet nights in, and easy gatherings. Cozy mornings and evenings are made even better by the double-sided fieldstone fireplace. At the same time, the walk-out finished lower level adds even more room to entertain with a bar, sauna, and flexible gathering space. Stroll to dining, shopping, coffee, parks, and community events, then come home to your own private spot on Lac La Belle. Don't let this rare opportunity pass you by!

904 W Labelle Ave, Oconomowoc

Listing courtesy of Stapleton Realty.

$199,900
3 Beds ⋅ 1 Baths
Charming corner lot opportunity in Oconomowoc featuring a spacious yard and convenient location near schools, parks, shopping, dining, and downtown amenities. Property offers great potential for owner occupants, investors, or those looking to add their personal touches. Easy access to major roadways and everything the area has to offer.

803 E Lisbon Rd, Oconomowoc

Listing courtesy of Grandview Realty.

$1,900,000
Excellent opportunity to acquire a well positioned industrial complex in the heart of Oconomowoc! Wisconsin. Situated on 1.75 acres and zoned Bus Park Industrial, this versatile property comprises an 18,800 SF main bldg. and a 4,950 SF outbuilding -- totaling 23,750 SF -- ideally suited for manufacturing, warehousing, distribution, or heavy industrial operations. A standout feature is the high-voltage, high-amperage electrical service, making this property exceptionally well-equipped for power-intensive users. Strategically located at 900 Armour Rd, this site offers outstanding visibility and access in one of Waukesha County's most sought-after industrial corridors.

900 Armour Rd, Oconomowoc

Listing courtesy of Property Dynamics/Appraisal Specialists.

$699,900
A free standing 5,751 SQ FT building, located in a prime Downtown Oconomowoc location. Zoned Commercial/General has significant redevelopment potential for a mixed use/tenant income investment opportunity. This property is 100 years old and has great bones, with potential wood beam exposure in ceiling and exposed brick to create a ''cool'' industrial look. New roof installed May, 2026. Sale includes real estate only (land/improvements).

111 S Main St, Oconomowoc

Listing courtesy of First Weber Inc - Delafield.

$419,900
Move-in ready office in a highly visible diverse use location in the heart of Lake Country. Blocks from Okauchee Lake, this nicely maintained handicap accessible building has 4 offices, reception area, kitchen, bath, file room & full lower for ample storage. Natural & gas stone fireplace hi-lites the main office. Parking for 15+ cars & 2.5 car garage w/motion lighting, key pad & new garage door. Recently updated doors, flooring, paint, siding, bath, tile, furnace, water softener, gutter guards, siding, chimney, concrete & asphalt extra wide drive. Foundation has been professionally waterproofed with transferable warranty! All set on a appx. 1/2 ac lot w/mature trees & plantings. Lawn serviced by Natural Lawn Care Service of America. Zoned, SF, low density, rental, commercial, investment

N50W34710 Wisconsin Ave, Oconomowoc

Listing courtesy of First Weber Inc - Delafield.

Source of listing data: Metro MLS. Copyright 2026 Multiple Listing Service, Inc. - All Rights Reserved. Information is supplied by seller and other third parties and has not been verified. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.